Synthesis of Mechanistic Probes and Inhibitors for Prenylating Enzymes

• Autorzy: Wessjohann L. , Fulhorst M. , Zakharova S.
• Konferencja: 21st Conference on Isoprenoids, 23-29 September 2005, Białystok-Białowieża, Poland
• Języki publikacji: EN
• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2006
• Tom: Vol. 80, nr 4
• Strony: 673--678
• Opis fizyczny: Bibliogr. 20 poz.

Twórcy

autor

Wessjohann L.

autor

Fulhorst M.

autor

Zakharova S.

• Department of Bio-organic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle (Saale), Germany

Bibliografia

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• 20. Selected data oj compounds:l (ammonium salt, with 10mol%9): 'H-NMR (500 MHz, CDC13) 5 = 5.49 (t,J= 7.0 Hz, lH),5.16(t,J= 7.0 Hz, 1H), 4.64-4.59 (m, 2H), 2.14-2.06 (m, 2H), 1.78-1.73 (m, 2H), 1.65 (s, 3H), 1.61 (s, 3H),1.59-1.57 (m, 1H, superimposed by signal of tetra-7V-butyl ammonium), 0.72-0.66 (m, 2H), 0.51-0.49(m, 2H); 13C-NMR (500 MHz, CDC13, HSQC) 5 = 124.6 (CH), 121.8 (CH), 63.8 (CH2), 33.4 (CH2),28.0(CH2),25.9(CH3),23.5(CH3),8.1(2xCH2);31P-NMR(161MHz,D20)5 = -5.1(d,J=21.7Hz,l P), -8.9 (d, J= 21.7 Hz, l P); ESI-MS (neg. modę) m/z = 339 [M-Hf.19:1H-NMR(400MHz,CDCl3)delta = 5.44(t,y=7.1Hz,lH),4.63(d,J=9.0Hz, 1),4.16(d,J=7.7,2H), 1.72 (s, 3H), 1.68 (s, 3H), 1.61 (s, 3H), 1.56-1.30 (m, 1H), 1.35-1.30 (m, 1H), 1.00-0.95 (m, l H),0.63-0.59(m, 1H);13C-NMR(100 MHz, CDC13)5= 139.5, 131.1,127.1,121.5,59.3,28.3,25.6,18.6,18.4,14.7,13.4; EI-MS m/z (%)= 166 (8) [M]+, 148 (11) [M-H2O]+, 133 (37) [M-H2O-CH3]+,93(100)[C7H8]+,91(75%).20: EI-MS m/z (%) = 184 (1) [M]+, 148.2a: ESI-MS (neg. modę) m/z = 325 [M-H]", HRMS: cale. for C„H,9O7P2 [M-Hf: 325.0611; found 325.0627.